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Synthesis, telomerase inhibition and cytotoxic studies on 2,7-disubstituted anthraquinone derivatives

a technology of telomerase and anthraquinone, which is applied in the field of anthraquinone compound having cytotoxicity, can solve the problems of inability to achieve the abovementioned aspects, cell end-replication problem,

Inactive Publication Date: 2009-10-08
NAT DEFENSE MEDICAL CENT
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  • Abstract
  • Description
  • Claims
  • Application Information

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Benefits of technology

[0029]In accordance with the above-mentioned compounds and the preparation method thereof, the present invention not only provides the compounds for achieving the arrest of continuously-mitotic cancer cells by inhibiting the telomerase activity of cancer cells, but also provides the related synthetic method for simply and easily synthesizing the compounds of the present invention under the best conditions and the best molar ratio the reaction utilized.

Problems solved by technology

This is cell's end-replication problem.
However, attempts regarding to the abovementioned aspects are not yet achieved the completely satisfied results.

Method used

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  • Synthesis, telomerase inhibition and cytotoxic studies on 2,7-disubstituted anthraquinone derivatives
  • Synthesis, telomerase inhibition and cytotoxic studies on 2,7-disubstituted anthraquinone derivatives
  • Synthesis, telomerase inhibition and cytotoxic studies on 2,7-disubstituted anthraquinone derivatives

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Embodiment Construction

[0030]The present invention will now be described more specifically with reference to the following Embodiments. It is to be noted that the following descriptions of preferred Embodiments of this invention are presented herein for purpose of illustration and description only; it is not intended to be exhaustive or to be limited to the precise form disclosed.

[0031]The anthraquinone compounds disclosed in the present invention mainly are 2,7-diaminoanthraquinone and its derivatives, and the preferred embodiments of the synthetic method thereof are described as follows.

I. Synthesis of 2,7-diaminoanthraquinone

[0032]

[0033]In the present invention, anthrone is firstly oxidized and nitrified, and the nitro group (—NO2) of the aforementioned compound is reduced as amino group (—NH2) with sodium sulfide. The obtained compound then is being the starting material of the series synthetic derivatives of the present invention. The detailed steps are described as follows.

[0034]Anthrone of 0.01 mol...

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Abstract

An series of 2,7-disubstituted anthraquinone derivatives including a formula I are provided.R is a first substituted group selected from a group consisting of a hydrogen, an amino group, a nitro group, a hydroxyl group, a C1-C12 alkyl group, a C1-C12 alkyl halide group (—(CH2)nX), a C3-C12 cycloalkyl group, a benzyl group, a C1-C12 alkylamino group, a C5-C12 nitrocycloalkyl group and a heterocyclic group, n satisfies 1≦n≦12 and X is an atom selected from a group consisting of a fluoride (F), a chloride (Cl), a bromide (Br) and an iodine (I). The preparation method of the 2,7-disubstituted anthraquinone derivatives includes the steps of acetylating 2,7-diaminoanthraquinone to be one 2,7-disubstituted anthraquinone derivative, which can be further aminated to be another 2,7-disubstituted anthraquinone derivative.

Description

FIELD OF THE INVENTION[0001]The present invention relates to an anthraquinone compound having cytotoxicity and the preparation method thereof. In particular, the present invention relates to an anthraquinone compound which achieves the purpose of cytotoxicity by inhibiting the telomerase activity, and the preparation method thereof.BACKGROUND OF THE INVENTION[0002]Telomere has a structure of ribonucleoprotein. In eukaryotes, telomere mainly is located in the end of chromosome, and has the portions of deoxyribonucleic acid (DNA) and signal strand DNA. In human, telomere is mainly composed of the guanine (G)-rich repeated sequence, TTAGGG, and the length of telomere is about 15,000 base pairs (bp). However, the composition of sequence and repeated numbers would be diverse within the species. The main function of telomere lies in protecting the end of chromosome so as to prevent degradation, recombination and end-to-end fusion of telomere. In the normal somatic cells, the end of chromo...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07C50/18A61K31/167A61K31/4025C07D401/12C07D403/12A61K31/4545A61K31/496A61P35/04
CPCC07C205/46C07C225/34C07C233/43C07C233/44C07C233/62C07D295/15C07C237/04C07C2101/02C07C2101/08C07C2101/14C07C2103/24C07C233/80C07C2601/02C07C2601/08C07C2601/14C07C2603/24A61P35/04
Inventor HUANG, HSU-SHAN
Owner NAT DEFENSE MEDICAL CENT
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